diff --git a/crates/uv-bin-install/src/lib.rs b/crates/uv-bin-install/src/lib.rs
index 7813837e8..ba5965a99 100644
--- a/crates/uv-bin-install/src/lib.rs
+++ b/crates/uv-bin-install/src/lib.rs
@@ -8,6 +8,7 @@ use std::path::PathBuf;
 use std::pin::Pin;
 use std::str::FromStr;
 use std::task::{Context, Poll};
+use std::time::{Duration, SystemTimeError};
 
 use futures::{StreamExt, TryStreamExt};
 use reqwest_retry::policies::ExponentialBackoff;
@@ -248,11 +249,16 @@ pub enum Error {
     #[error("Failed to detect platform")]
     Platform(#[from] uv_platform::Error),
 
-    #[error("Request failed after {retries} {subject}", subject = if *retries > 1 { "retries" } else { "retry" })]
+    #[error(
+        "Request failed after {retries} {subject} in {duration:.1}s",
+        subject = if *retries > 1 { "retries" } else { "retry" },
+        duration = duration.as_secs_f32()
+    )]
     RetriedError {
         #[source]
         err: Box<Self>,
         retries: u32,
+        duration: Duration,
     },
 
     #[error("Failed to fetch version manifest from: {url}")]
@@ -287,6 +293,9 @@ pub enum Error {
 
     #[error("Unsupported archive format: {0}")]
     UnsupportedArchiveFormat(String),
+
+    #[error(transparent)]
+    SystemTime(#[from] SystemTimeError),
 }
 
 impl Error {
@@ -352,6 +361,7 @@ pub async fn find_matching_version(
                     Err(Error::RetriedError {
                         err: Box::new(err),
                         retries: retry_state.total_retries(),
+                        duration: retry_state.duration()?,
                     })
                 } else {
                     Err(err)
@@ -628,6 +638,7 @@ async fn download_and_unpack_with_retry(
                     Err(Error::RetriedError {
                         err: Box::new(err),
                         retries: retry_state.total_retries(),
+                        duration: retry_state.duration()?,
                     })
                 } else {
                     Err(err)
@@ -678,6 +689,8 @@ async fn download_and_unpack(
             return Err(Error::RetriedError {
                 err: Box::new(err),
                 retries,
+                // This value is overwritten in `download_and_unpack_with_retry`.
+                duration: Duration::default(),
             });
         }
         return Err(err);
diff --git a/crates/uv-client/src/base_client.rs b/crates/uv-client/src/base_client.rs
index 51694d670..399525cbd 100644
--- a/crates/uv-client/src/base_client.rs
+++ b/crates/uv-client/src/base_client.rs
@@ -4,7 +4,7 @@ use std::fmt::Write;
 use std::num::ParseIntError;
 use std::path::Path;
 use std::sync::Arc;
-use std::time::{Duration, SystemTime};
+use std::time::{Duration, SystemTime, SystemTimeError};
 use std::{env, io, iter};
 
 use anyhow::anyhow;
@@ -1317,6 +1317,11 @@ impl RetryState {
         self.total_retries
     }
 
+    /// The total duration from the first request to the (failure) of the last request.
+    pub fn duration(&self) -> Result<Duration, SystemTimeError> {
+        self.start_time.elapsed()
+    }
+
     /// Determines whether request should be retried.
     ///
     /// Takes the number of retries from nested layers associated with the specific `err` type as
diff --git a/crates/uv-client/src/cached_client.rs b/crates/uv-client/src/cached_client.rs
index d6eddcd95..2b8e0b78a 100644
--- a/crates/uv-client/src/cached_client.rs
+++ b/crates/uv-client/src/cached_client.rs
@@ -1,3 +1,4 @@
+use std::time::{Duration, Instant};
 use std::{borrow::Cow, path::Path};
 
 use futures::FutureExt;
@@ -105,7 +106,11 @@ pub enum CachedClientError<CallbackError: std::error::Error + 'static> {
     Client(Error),
     /// Track retries before a callback explicitly, as we can't attach them to the callback error
     /// type.
-    Callback { retries: u32, err: CallbackError },
+    Callback {
+        retries: u32,
+        err: CallbackError,
+        duration: Duration,
+    },
 }
 
 impl<CallbackError: std::error::Error + 'static> CachedClientError<CallbackError> {
@@ -113,7 +118,15 @@ impl<CallbackError: std::error::Error + 'static> CachedClientError<CallbackError
     fn with_retries(self, retries: u32) -> Self {
         match self {
             Self::Client(err) => Self::Client(err.with_retries(retries)),
-            Self::Callback { retries: _, err } => Self::Callback { retries, err },
+            Self::Callback {
+                retries: _,
+                err,
+                duration,
+            } => Self::Callback {
+                retries,
+                err,
+                duration,
+            },
         }
     }
 
@@ -151,9 +164,11 @@ impl<E: Into<Self> + std::error::Error + 'static> From<CachedClientError<E>> for
     fn from(error: CachedClientError<E>) -> Self {
         match error {
             CachedClientError::Client(error) => error,
-            CachedClientError::Callback { retries, err } => {
-                Self::new(err.into().into_kind(), retries)
-            }
+            CachedClientError::Callback {
+                retries,
+                err,
+                duration,
+            } => Self::new(err.into().into_kind(), retries, duration),
         }
     }
 }
@@ -261,6 +276,7 @@ impl CachedClient {
         response_callback: Callback,
     ) -> Result<Payload::Target, CachedClientError<CallBackError>> {
         let fresh_req = req.try_clone().expect("HTTP request must be cloneable");
+        let start = Instant::now();
         let cached_response = if let Some(cached) = Self::read_cache(cache_entry).await {
             self.send_cached(req, cache_control, cached)
                 .boxed_local()
@@ -339,6 +355,7 @@ impl CachedClient {
                     self.run_response_callback(
                         cache_entry,
                         cache_policy,
+                        start,
                         response,
                         response_callback,
                     )
@@ -360,10 +377,11 @@ impl CachedClient {
         cache_control: CacheControl<'_>,
         response_callback: Callback,
     ) -> Result<Payload, CachedClientError<CallBackError>> {
+        let start = Instant::now();
         let (response, cache_policy) = self.fresh_request(req, cache_control).await?;
 
         let payload = self
-            .run_response_callback(cache_entry, cache_policy, response, async |resp| {
+            .run_response_callback(cache_entry, cache_policy, start, response, async |resp| {
                 let payload = response_callback(resp).await?;
                 Ok(SerdeCacheable { inner: payload })
             })
@@ -384,9 +402,16 @@ impl CachedClient {
         response_callback: Callback,
     ) -> Result<Payload::Target, CachedClientError<CallBackError>> {
         let _ = fs_err::tokio::remove_file(&cache_entry.path()).await;
+        let start = Instant::now();
         let (response, cache_policy) = self.fresh_request(req, cache_control).await?;
-        self.run_response_callback(cache_entry, cache_policy, response, response_callback)
-            .await
+        self.run_response_callback(
+            cache_entry,
+            cache_policy,
+            start,
+            response,
+            response_callback,
+        )
+        .await
     }
 
     async fn run_response_callback<
@@ -397,6 +422,7 @@ impl CachedClient {
         &self,
         cache_entry: &CacheEntry,
         cache_policy: Option<Box<CachePolicy>>,
+        start: Instant,
         response: Response,
         response_callback: Callback,
     ) -> Result<Payload::Target, CachedClientError<CallBackError>> {
@@ -410,7 +436,11 @@ impl CachedClient {
         let data = response_callback(response)
             .boxed_local()
             .await
-            .map_err(|err| CachedClientError::Callback { retries, err })?;
+            .map_err(|err| CachedClientError::Callback {
+                retries,
+                err,
+                duration: start.elapsed(),
+            })?;
         let Some(cache_policy) = cache_policy else {
             return Ok(data.into_target());
         };
@@ -516,12 +546,13 @@ impl CachedClient {
     ) -> Result<CachedResponse, Error> {
         let url = DisplaySafeUrl::from_url(req.url().clone());
         debug!("Sending revalidation request for: {url}");
+        let start = Instant::now();
         let mut response = self
             .0
             .execute(req)
             .instrument(info_span!("revalidation_request", url = url.as_str()))
             .await
-            .map_err(|err| Error::from_reqwest_middleware(url.clone(), err))?;
+            .map_err(|err| Error::from_reqwest_middleware(url.clone(), err, start))?;
         trace!(
             "Received response for revalidation request with status {} for: {}",
             response.status(),
@@ -581,11 +612,12 @@ impl CachedClient {
         let url = DisplaySafeUrl::from_url(req.url().clone());
         debug!("Sending fresh {} request for: {}", req.method(), url);
         let cache_policy_builder = CachePolicyBuilder::new(&req);
+        let start = Instant::now();
         let mut response = self
             .0
             .execute(req)
             .await
-            .map_err(|err| Error::from_reqwest_middleware(url.clone(), err))?;
+            .map_err(|err| Error::from_reqwest_middleware(url.clone(), err, start))?;
         trace!(
             "Received response for fresh request with status {} for: {}",
             response.status(),
@@ -611,6 +643,7 @@ impl CachedClient {
             return Err(Error::new(
                 ErrorKind::from_reqwest_with_problem_details(url, status_error, problem_details),
                 retry_count.unwrap_or_default(),
+                start.elapsed(),
             ));
         }
 
diff --git a/crates/uv-client/src/error.rs b/crates/uv-client/src/error.rs
index dc41a8366..5e7b39af6 100644
--- a/crates/uv-client/src/error.rs
+++ b/crates/uv-client/src/error.rs
@@ -1,10 +1,12 @@
+use std::fmt::{Display, Formatter};
+use std::ops::Deref;
+use std::path::PathBuf;
+use std::time::{Duration, Instant};
+
 use async_http_range_reader::AsyncHttpRangeReaderError;
 use async_zip::error::ZipError;
 use reqwest::Response;
 use serde::Deserialize;
-use std::fmt::{Display, Formatter};
-use std::ops::Deref;
-use std::path::PathBuf;
 use tracing::warn;
 
 use uv_cache::Error as CacheError;
@@ -114,6 +116,7 @@ impl ProblemDetails {
 pub struct Error {
     kind: Box<ErrorKind>,
     retries: u32,
+    duration: Duration,
 }
 
 impl Display for Error {
@@ -121,9 +124,10 @@ impl Display for Error {
         if self.retries > 0 {
             write!(
                 f,
-                "Request failed after {retries} {subject}",
+                "Request failed after {retries} {subject} in {duration:.1}s",
                 retries = self.retries,
-                subject = if self.retries > 1 { "retries" } else { "retry" }
+                subject = if self.retries > 1 { "retries" } else { "retry" },
+                duration = self.duration.as_secs_f32(),
             )
         } else {
             Display::fmt(&self.kind, f)
@@ -143,10 +147,11 @@ impl std::error::Error for Error {
 
 impl Error {
     /// Create a new [`Error`] with the given [`ErrorKind`] and number of retries.
-    pub fn new(kind: ErrorKind, retries: u32) -> Self {
+    pub fn new(kind: ErrorKind, retries: u32, duration: Duration) -> Self {
         Self {
             kind: Box::new(kind),
             retries,
+            duration,
         }
     }
 
@@ -155,6 +160,12 @@ impl Error {
         self.retries
     }
 
+    /// Return the time taken for network requests, including retries, backoff and jitter,
+    /// before this error was returned.
+    pub fn duration(&self) -> Duration {
+        self.duration
+    }
+
     /// Convert this error into an [`ErrorKind`].
     pub fn into_kind(self) -> ErrorKind {
         *self.kind
@@ -189,6 +200,7 @@ impl Error {
     pub(crate) fn from_reqwest_middleware(
         url: DisplaySafeUrl,
         err: reqwest_middleware::Error,
+        start: Instant,
     ) -> Self {
         if let reqwest_middleware::Error::Middleware(ref underlying) = err {
             if let Some(offline_err) = underlying.downcast_ref::<OfflineError>() {
@@ -201,6 +213,7 @@ impl Error {
                 return Self::new(
                     ErrorKind::WrappedReqwestError(url, WrappedReqwestError::from(err)),
                     retries,
+                    start.elapsed(),
                 );
             }
         }
@@ -316,6 +329,7 @@ impl From<ErrorKind> for Error {
         Self {
             kind: Box::new(kind),
             retries: 0,
+            duration: Duration::default(),
         }
     }
 }
diff --git a/crates/uv-python/src/downloads.rs b/crates/uv-python/src/downloads.rs
index 9123c4d35..f20354e3d 100644
--- a/crates/uv-python/src/downloads.rs
+++ b/crates/uv-python/src/downloads.rs
@@ -5,6 +5,7 @@ use std::path::{Path, PathBuf};
 use std::pin::Pin;
 use std::str::FromStr;
 use std::task::{Context, Poll};
+use std::time::{Duration, Instant, SystemTimeError};
 use std::{env, io};
 
 use futures::TryStreamExt;
@@ -54,11 +55,16 @@ pub enum Error {
     TooManyParts(String),
     #[error("Failed to download {0}")]
     NetworkError(DisplaySafeUrl, #[source] WrappedReqwestError),
-    #[error("Request failed after {retries} {subject}", subject = if *retries > 1 { "retries" } else { "retry" })]
+    #[error(
+        "Request failed after {retries} {subject} in {duration:.1}s",
+        subject = if *retries > 1 { "retries" } else { "retry" },
+        duration = duration.as_secs_f32()
+    )]
     NetworkErrorWithRetries {
         #[source]
         err: Box<Self>,
         retries: u32,
+        duration: Duration,
     },
     #[error("Failed to download {0}")]
     NetworkMiddlewareError(DisplaySafeUrl, #[source] anyhow::Error),
@@ -116,6 +122,8 @@ pub enum Error {
     BuildVersion(#[from] BuildVersionError),
     #[error("No download URL found for Python")]
     NoPythonDownloadUrlFound,
+    #[error(transparent)]
+    SystemTime(#[from] SystemTimeError),
 }
 
 impl Error {
@@ -1183,6 +1191,7 @@ impl ManagedPythonDownload {
                             Err(Error::NetworkErrorWithRetries {
                                 err: Box::new(err),
                                 retries: retry_state.total_retries(),
+                                duration: retry_state.duration()?,
                             })
                         } else {
                             Err(err)
@@ -1698,12 +1707,14 @@ impl Error {
         url: DisplaySafeUrl,
         err: reqwest::Error,
         retries: Option<u32>,
+        start: Instant,
     ) -> Self {
         let err = Self::NetworkError(url, WrappedReqwestError::from(err));
         if let Some(retries) = retries {
             Self::NetworkErrorWithRetries {
                 err: Box::new(err),
                 retries,
+                duration: start.elapsed(),
             }
         } else {
             err
@@ -1815,6 +1826,7 @@ async fn read_url(
 
         Ok((Either::Left(reader), Some(size)))
     } else {
+        let start = Instant::now();
         let response = client
             .for_host(url)
             .get(Url::from(url.clone()))
@@ -1830,7 +1842,7 @@ async fn read_url(
         // Check the status code.
         let response = response
             .error_for_status()
-            .map_err(|err| Error::from_reqwest(url.clone(), err, retry_count))?;
+            .map_err(|err| Error::from_reqwest(url.clone(), err, retry_count, start))?;
 
         let size = response.content_length();
         let stream = response
diff --git a/crates/uv-resolver/src/resolver/provider.rs b/crates/uv-resolver/src/resolver/provider.rs
index c2a0e0abd..572274931 100644
--- a/crates/uv-resolver/src/resolver/provider.rs
+++ b/crates/uv-resolver/src/resolver/provider.rs
@@ -248,6 +248,7 @@ impl<Context: BuildContext> ResolverProvider for DefaultResolverProvider<'_, Con
             Err(err) => match err {
                 uv_distribution::Error::Client(client) => {
                     let retries = client.retries();
+                    let duration = client.duration();
                     match client.into_kind() {
                         uv_client::ErrorKind::Offline(_) => {
                             Ok(MetadataResponse::Unavailable(MetadataUnavailable::Offline))
@@ -262,7 +263,7 @@ impl<Context: BuildContext> ResolverProvider for DefaultResolverProvider<'_, Con
                                 MetadataUnavailable::InvalidStructure(Arc::new(err)),
                             ))
                         }
-                        kind => Err(uv_client::Error::new(kind, retries).into()),
+                        kind => Err(uv_client::Error::new(kind, retries, duration).into()),
                     }
                 }
                 uv_distribution::Error::WheelMetadataVersionMismatch { .. } => {
diff --git a/crates/uv/tests/it/edit.rs b/crates/uv/tests/it/edit.rs
index bfd714d13..74652b7d4 100644
--- a/crates/uv/tests/it/edit.rs
+++ b/crates/uv/tests/it/edit.rs
@@ -13321,13 +13321,14 @@ async fn add_unexpected_error_code() -> Result<()> {
     })?;
 
     uv_snapshot!(context.filters(), context.add().arg("anyio").arg("--index").arg(server.uri())
-        .env(EnvVars::UV_TEST_NO_HTTP_RETRY_DELAY, "true"), @"
+        .env(EnvVars::UV_TEST_NO_HTTP_RETRY_DELAY, "true")
+        .env(EnvVars::UV_HTTP_RETRIES, "1"), @"
     success: false
     exit_code: 2
     ----- stdout -----
 
     ----- stderr -----
-    error: Request failed after 3 retries
+    error: Request failed after 1 retry in [TIME]
       Caused by: Failed to fetch: `http://[LOCALHOST]/anyio/`
       Caused by: HTTP status server error (503 Service Unavailable) for url (http://[LOCALHOST]/anyio/)
     "
diff --git a/crates/uv/tests/it/network.rs b/crates/uv/tests/it/network.rs
index 3c53af37b..49575052a 100644
--- a/crates/uv/tests/it/network.rs
+++ b/crates/uv/tests/it/network.rs
@@ -240,8 +240,7 @@ async fn simple_http_500() {
 
     let (_server_drop_guard, mock_server_uri) = http_error_server().await;
 
-    let filters = vec![(mock_server_uri.as_str(), "[SERVER]")];
-    uv_snapshot!(filters, context
+    uv_snapshot!(context.filters(), context
         .pip_install()
         .arg("tqdm")
         .arg("--index-url")
@@ -252,9 +251,9 @@ async fn simple_http_500() {
     ----- stdout -----
 
     ----- stderr -----
-    error: Request failed after 3 retries
-      Caused by: Failed to fetch: `[SERVER]/tqdm/`
-      Caused by: HTTP status server error (500 Internal Server Error) for url ([SERVER]/tqdm/)
+    error: Request failed after 3 retries in [TIME]
+      Caused by: Failed to fetch: `http://[LOCALHOST]/tqdm/`
+      Caused by: HTTP status server error (500 Internal Server Error) for url (http://[LOCALHOST]/tqdm/)
     ");
 }
 
@@ -265,8 +264,7 @@ async fn simple_io_err() {
 
     let (_server_drop_guard, mock_server_uri) = io_error_server().await;
 
-    let filters = vec![(mock_server_uri.as_str(), "[SERVER]")];
-    uv_snapshot!(filters, context
+    uv_snapshot!(context.filters(), context
         .pip_install()
         .arg("tqdm")
         .arg("--index-url")
@@ -277,9 +275,9 @@ async fn simple_io_err() {
     ----- stdout -----
 
     ----- stderr -----
-    error: Request failed after 3 retries
-      Caused by: Failed to fetch: `[SERVER]/tqdm/`
-      Caused by: error sending request for url ([SERVER]/tqdm/)
+    error: Request failed after 3 retries in [TIME]
+      Caused by: Failed to fetch: `http://[LOCALHOST]/tqdm/`
+      Caused by: error sending request for url (http://[LOCALHOST]/tqdm/)
       Caused by: client error (SendRequest)
       Caused by: connection closed before message completed
     ");
@@ -292,8 +290,7 @@ async fn find_links_http_500() {
 
     let (_server_drop_guard, mock_server_uri) = http_error_server().await;
 
-    let filters = vec![(mock_server_uri.as_str(), "[SERVER]")];
-    uv_snapshot!(filters, context
+    uv_snapshot!(context.filters(), context
         .pip_install()
         .arg("tqdm")
         .arg("--no-index")
@@ -305,10 +302,10 @@ async fn find_links_http_500() {
     ----- stdout -----
 
     ----- stderr -----
-    error: Failed to read `--find-links` URL: [SERVER]/
-      Caused by: Request failed after 3 retries
-      Caused by: Failed to fetch: `[SERVER]/`
-      Caused by: HTTP status server error (500 Internal Server Error) for url ([SERVER]/)
+    error: Failed to read `--find-links` URL: http://[LOCALHOST]/
+      Caused by: Request failed after 3 retries in [TIME]
+      Caused by: Failed to fetch: `http://[LOCALHOST]/`
+      Caused by: HTTP status server error (500 Internal Server Error) for url (http://[LOCALHOST]/)
     ");
 }
 
@@ -319,8 +316,7 @@ async fn find_links_io_error() {
 
     let (_server_drop_guard, mock_server_uri) = io_error_server().await;
 
-    let filters = vec![(mock_server_uri.as_str(), "[SERVER]")];
-    uv_snapshot!(filters, context
+    uv_snapshot!(context.filters(), context
         .pip_install()
         .arg("tqdm")
         .arg("--no-index")
@@ -332,10 +328,10 @@ async fn find_links_io_error() {
     ----- stdout -----
 
     ----- stderr -----
-    error: Failed to read `--find-links` URL: [SERVER]/
-      Caused by: Request failed after 3 retries
-      Caused by: Failed to fetch: `[SERVER]/`
-      Caused by: error sending request for url ([SERVER]/)
+    error: Failed to read `--find-links` URL: http://[LOCALHOST]/
+      Caused by: Request failed after 3 retries in [TIME]
+      Caused by: Failed to fetch: `http://[LOCALHOST]/`
+      Caused by: error sending request for url (http://[LOCALHOST]/)
       Caused by: client error (SendRequest)
       Caused by: connection closed before message completed
     ");
@@ -349,8 +345,7 @@ async fn find_links_mixed_error() {
 
     let (_server_drop_guard, mock_server_uri) = mixed_error_server().await;
 
-    let filters = vec![(mock_server_uri.as_str(), "[SERVER]")];
-    uv_snapshot!(filters, context
+    uv_snapshot!(context.filters(), context
         .pip_install()
         .arg("tqdm")
         .arg("--no-index")
@@ -362,10 +357,10 @@ async fn find_links_mixed_error() {
     ----- stdout -----
 
     ----- stderr -----
-    error: Failed to read `--find-links` URL: [SERVER]/
-      Caused by: Request failed after 3 retries
-      Caused by: Failed to fetch: `[SERVER]/`
-      Caused by: HTTP status server error (500 Internal Server Error) for url ([SERVER]/)
+    error: Failed to read `--find-links` URL: http://[LOCALHOST]/
+      Caused by: Request failed after 3 retries in [TIME]
+      Caused by: Failed to fetch: `http://[LOCALHOST]/`
+      Caused by: HTTP status server error (500 Internal Server Error) for url (http://[LOCALHOST]/)
     ");
 }
 
@@ -380,8 +375,7 @@ async fn direct_url_http_500() {
     let tqdm_url = format!(
         "{mock_server_uri}/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl"
     );
-    let filters = vec![(mock_server_uri.as_str(), "[SERVER]")];
-    uv_snapshot!(filters, context
+    uv_snapshot!(context.filters(), context
         .pip_install()
         .arg(format!("tqdm @ {tqdm_url}"))
         .env(EnvVars::UV_TEST_NO_HTTP_RETRY_DELAY, "true"), @"
@@ -390,10 +384,10 @@ async fn direct_url_http_500() {
     ----- stdout -----
 
     ----- stderr -----
-      × Failed to download `tqdm @ [SERVER]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
-      ├─▶ Request failed after 3 retries
-      ├─▶ Failed to fetch: `[SERVER]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
-      ╰─▶ HTTP status server error (500 Internal Server Error) for url ([SERVER]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl)
+      × Failed to download `tqdm @ http://[LOCALHOST]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
+      ├─▶ Request failed after 3 retries in [TIME]
+      ├─▶ Failed to fetch: `http://[LOCALHOST]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
+      ╰─▶ HTTP status server error (500 Internal Server Error) for url (http://[LOCALHOST]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl)
     ");
 }
 
@@ -407,8 +401,7 @@ async fn direct_url_io_error() {
     let tqdm_url = format!(
         "{mock_server_uri}/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl"
     );
-    let filters = vec![(mock_server_uri.as_str(), "[SERVER]")];
-    uv_snapshot!(filters, context
+    uv_snapshot!(context.filters(), context
         .pip_install()
         .arg(format!("tqdm @ {tqdm_url}"))
         .env(EnvVars::UV_TEST_NO_HTTP_RETRY_DELAY, "true"), @"
@@ -417,10 +410,10 @@ async fn direct_url_io_error() {
     ----- stdout -----
 
     ----- stderr -----
-      × Failed to download `tqdm @ [SERVER]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
-      ├─▶ Request failed after 3 retries
-      ├─▶ Failed to fetch: `[SERVER]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
-      ├─▶ error sending request for url ([SERVER]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl)
+      × Failed to download `tqdm @ http://[LOCALHOST]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
+      ├─▶ Request failed after 3 retries in [TIME]
+      ├─▶ Failed to fetch: `http://[LOCALHOST]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
+      ├─▶ error sending request for url (http://[LOCALHOST]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl)
       ├─▶ client error (SendRequest)
       ╰─▶ connection closed before message completed
     ");
@@ -437,8 +430,7 @@ async fn direct_url_mixed_error() {
     let tqdm_url = format!(
         "{mock_server_uri}/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl"
     );
-    let filters = vec![(mock_server_uri.as_str(), "[SERVER]")];
-    uv_snapshot!(filters, context
+    uv_snapshot!(context.filters(), context
         .pip_install()
         .arg(format!("tqdm @ {tqdm_url}"))
         .env(EnvVars::UV_TEST_NO_HTTP_RETRY_DELAY, "true"), @"
@@ -447,10 +439,10 @@ async fn direct_url_mixed_error() {
     ----- stdout -----
 
     ----- stderr -----
-      × Failed to download `tqdm @ [SERVER]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
-      ├─▶ Request failed after 3 retries
-      ├─▶ Failed to fetch: `[SERVER]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
-      ╰─▶ HTTP status server error (500 Internal Server Error) for url ([SERVER]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl)
+      × Failed to download `tqdm @ http://[LOCALHOST]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
+      ├─▶ Request failed after 3 retries in [TIME]
+      ├─▶ Failed to fetch: `http://[LOCALHOST]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl`
+      ╰─▶ HTTP status server error (500 Internal Server Error) for url (http://[LOCALHOST]/packages/d0/30/dc54f88dd4a2b5dc8a0279bdd7270e735851848b762aeb1c1184ed1f6b14/tqdm-4.67.1-py3-none-any.whl)
     ");
 }
 
@@ -493,8 +485,7 @@ async fn python_install_http_500() {
 
     let python_downloads_json = write_python_downloads_json(&context, &mock_server_uri);
 
-    let filters = vec![(mock_server_uri.as_str(), "[SERVER]")];
-    uv_snapshot!(filters, context
+    uv_snapshot!(context.filters(), context
         .python_install()
         .arg("cpython-3.10.0-darwin-aarch64-none")
         .arg("--python-downloads-json-url")
@@ -505,10 +496,10 @@ async fn python_install_http_500() {
     ----- stdout -----
 
     ----- stderr -----
-    error: Failed to install cpython-3.10.0-macos-aarch64-none
-      Caused by: Request failed after 3 retries
-      Caused by: Failed to download [SERVER]/astral-sh/python-build-standalone/releases/download/20211017/cpython-3.10.0-aarch64-apple-darwin-pgo%2Blto-20211017T1616.tar.zst
-      Caused by: HTTP status server error (500 Internal Server Error) for url ([SERVER]/astral-sh/python-build-standalone/releases/download/20211017/cpython-3.10.0-aarch64-apple-darwin-pgo%2Blto-20211017T1616.tar.zst)
+    error: Failed to install cpython-3.10.0-[PLATFORM]
+      Caused by: Request failed after 3 retries in [TIME]
+      Caused by: Failed to download http://[LOCALHOST]/astral-sh/python-build-standalone/releases/download/20211017/cpython-3.10.0-[PLATFORM]-pgo%2Blto-20211017T1616.tar.zst
+      Caused by: HTTP status server error (500 Internal Server Error) for url (http://[LOCALHOST]/astral-sh/python-build-standalone/releases/download/20211017/cpython-3.10.0-[PLATFORM]-pgo%2Blto-20211017T1616.tar.zst)
     ");
 }
 
@@ -524,8 +515,7 @@ async fn python_install_io_error() {
 
     let python_downloads_json = write_python_downloads_json(&context, &mock_server_uri);
 
-    let filters = vec![(mock_server_uri.as_str(), "[SERVER]")];
-    uv_snapshot!(filters, context
+    uv_snapshot!(context.filters(), context
         .python_install()
         .arg("cpython-3.10.0-darwin-aarch64-none")
         .arg("--python-downloads-json-url")
@@ -536,10 +526,10 @@ async fn python_install_io_error() {
     ----- stdout -----
 
     ----- stderr -----
-    error: Failed to install cpython-3.10.0-macos-aarch64-none
-      Caused by: Request failed after 3 retries
-      Caused by: Failed to download [SERVER]/astral-sh/python-build-standalone/releases/download/20211017/cpython-3.10.0-aarch64-apple-darwin-pgo%2Blto-20211017T1616.tar.zst
-      Caused by: error sending request for url ([SERVER]/astral-sh/python-build-standalone/releases/download/20211017/cpython-3.10.0-aarch64-apple-darwin-pgo%2Blto-20211017T1616.tar.zst)
+    error: Failed to install cpython-3.10.0-[PLATFORM]
+      Caused by: Request failed after 3 retries in [TIME]
+      Caused by: Failed to download http://[LOCALHOST]/astral-sh/python-build-standalone/releases/download/20211017/cpython-3.10.0-[PLATFORM]-pgo%2Blto-20211017T1616.tar.zst
+      Caused by: error sending request for url (http://[LOCALHOST]/astral-sh/python-build-standalone/releases/download/20211017/cpython-3.10.0-[PLATFORM]-pgo%2Blto-20211017T1616.tar.zst)
       Caused by: client error (SendRequest)
       Caused by: connection closed before message completed
     ");
@@ -611,7 +601,7 @@ async fn install_http_retries() {
     ----- stdout -----
 
     ----- stderr -----
-    error: Request failed after 5 retries
+    error: Request failed after 5 retries in [TIME]
       Caused by: Failed to fetch: `http://[LOCALHOST]/anyio/`
       Caused by: HTTP status server error (503 Service Unavailable) for url (http://[LOCALHOST]/anyio/)
     "
@@ -643,7 +633,7 @@ async fn install_http_retry_low_level() {
     ----- stdout -----
 
     ----- stderr -----
-    error: Request failed after 1 retry
+    error: Request failed after 1 retry in [TIME]
       Caused by: Failed to fetch: `http://[LOCALHOST]/anyio/`
       Caused by: error sending request for url (http://[LOCALHOST]/anyio/)
       Caused by: client error (SendRequest)
@@ -684,8 +674,7 @@ async fn rfc9457_problem_details_license_violation() {
     let mock_server_uri = server.uri();
     let tqdm_url = format!("{mock_server_uri}/packages/tqdm-4.67.1-py3-none-any.whl");
 
-    let filters = vec![(mock_server_uri.as_str(), "[SERVER]")];
-    uv_snapshot!(filters, context
+    uv_snapshot!(context.filters(), context
         .pip_install()
         .arg(format!("tqdm @ {tqdm_url}")), @"
     success: false
@@ -693,10 +682,10 @@ async fn rfc9457_problem_details_license_violation() {
     ----- stdout -----
 
     ----- stderr -----
-      × Failed to download `tqdm @ [SERVER]/packages/tqdm-4.67.1-py3-none-any.whl`
-      ├─▶ Failed to fetch: `[SERVER]/packages/tqdm-4.67.1-py3-none-any.whl`
+      × Failed to download `tqdm @ http://[LOCALHOST]/packages/tqdm-4.67.1-py3-none-any.whl`
+      ├─▶ Failed to fetch: `http://[LOCALHOST]/packages/tqdm-4.67.1-py3-none-any.whl`
       ├─▶ Server message: License Compliance Issue, This package version has a license that violates organizational policy.
-      ╰─▶ HTTP status client error (403 Forbidden) for url ([SERVER]/packages/tqdm-4.67.1-py3-none-any.whl)
+      ╰─▶ HTTP status client error (403 Forbidden) for url (http://[LOCALHOST]/packages/tqdm-4.67.1-py3-none-any.whl)
     ");
 }
 
@@ -1079,7 +1068,7 @@ async fn retry_read_timeout_index() {
     ----- stdout -----
 
     ----- stderr -----
-    error: Request failed after 1 retry
+    error: Request failed after 1 retry in [TIME]
       Caused by: Failed to fetch: `http://[LOCALHOST]/tqdm/`
       Caused by: error decoding response body
       Caused by: request or response body error
@@ -1105,7 +1094,7 @@ async fn retry_read_timeout_stream() {
 
     ----- stderr -----
       × Failed to download `tqdm @ http://[LOCALHOST]/tqdm-0.1-py3-none-any.whl`
-      ├─▶ Request failed after 1 retry
+      ├─▶ Request failed after 1 retry in [TIME]
       ├─▶ Failed to read metadata: `http://[LOCALHOST]/tqdm-0.1-py3-none-any.whl`
       ├─▶ Failed to read from zip file
       ├─▶ an upstream reader returned an error: Failed to download distribution due to network timeout. Try increasing UV_HTTP_TIMEOUT (current value: [TIME]).
diff --git a/crates/uv/tests/it/pip_install.rs b/crates/uv/tests/it/pip_install.rs
index 547861903..a5c0d0e4f 100644
--- a/crates/uv/tests/it/pip_install.rs
+++ b/crates/uv/tests/it/pip_install.rs
@@ -14326,7 +14326,7 @@ fn warn_on_lzma_wheel() {
 
     ----- stderr -----
       × Failed to download `futzed-lzma @ https://github.com/astral-sh/futzed-wheels/releases/download/v2026.02.09.2/futzed_lzma-0.1.0-py3-none-any.whl`
-      ├─▶ Request failed after 3 retries
+      ├─▶ Request failed after 3 retries in [TIME]
       ├─▶ Failed to read metadata: `https://github.com/astral-sh/futzed-wheels/releases/download/v2026.02.09.2/futzed_lzma-0.1.0-py3-none-any.whl`
       ├─▶ Failed to read from zip file
       ├─▶ an upstream reader returned an error: stream/file format not recognized